@Derek Blades this was painful to read.

I didn't end up doing it but I have the same situation and was considering it... tried to go through NFCU and it was a pain so I just decided to put 20% down on my new/current primary residence.

The CEO is a sharp guy and owns a lot of stock that he purchased with his own money, but he's in a tough industry and the reason that the yield is so high on a lot of these is that they are ugly and have some hair on them. 

That is because the IRS does not count money the way you might - but their way is not dumb either - annoying, but it makes sense and usually works out better, because there are sometimes limits to losses that can be claimed or at the very least, it is one more pain in the butt to keep track of those too and carry them over until they are all accounted for.

Overall, moving is a pain in the butt.So, if someone is saving money living in your home, and moving is moving, they have every reason in the world to want to stay.Now, you’re thinking, but what about my $1200/year that I am missing out on?

Condos are a pain and with the small loan amount your lender probably just doesn't want to have to deal with it lol.

As someone local looking for my first I feel your pain man!

Had I a clearer idea of what I needed in a GC and taken a couple more weeks to settle on one, this process could have been much less painful and more lucrative.

@Scott Cooper, I feel your pain. 

I have Met Amit he is a first class guy and super sharp.